3-keto-23,24-bisnorchol-4-en-22-ol

Base Information

• Chemical Name: 3-keto-23,24-bisnorchol-4-en-22-ol
• CAS No.: 40736-33-2
• Molecular Formula: C22H34O2
• Molecular Weight: 330.511
• Mol file: 40736-33-2.mol

Synonyms:3-keto-23,24-bisnorchol-4-en-22-ol;(20S)-21-Hydroxy-20-Methylpregn-4-en-3-one;23,24-Bisnorchol-4-en-3-on-22-ol

Chemical Property of 3-keto-23,24-bisnorchol-4-en-22-ol

Chemical Property:

• Melting Point: 178-180 °C
• Boiling Point: 464.1±14.0 °C(Predicted)
• PKA: 14.97±0.10(Predicted)
• PSA: 37.30000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 4.76290

Purity/Quality:

98%min ^*data from raw suppliers

(20S)-21-Hydroxy-20-methylpregn-4-en-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (20S)-21-Hydroxy-20-methylpregn-4-en-3-one is a side chain degradation product of natural sterols. It is also an intermediate in the preparation of follicular fluid-meiosis activating sterol.

Technology Process of 3-keto-23,24-bisnorchol-4-en-22-ol

There total 8 articles about 3-keto-23,24-bisnorchol-4-en-22-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

cholesterol (57-88-5) → Androstenedione (63-05-8) + Androsta-1,4-diene-3,17-dione (897-06-3) + (20S)-20-hydroxymethylpregn-4-en-3-one (40736-33-2) + 24-norchol-4-ene-3,22-dione (80981-37-9) + 24-norchola-1,4-diene-3,22-dione (80981-38-0) + 22-hydroxy-23,24-bis-norchola-1,4-diene-3-one (35525-27-0)

Guidance literature:

Product distribution; degradation by the Mycobacterium mutant CCM 3528;

Reference yield:

Campesterol (474-62-4) → Androstenedione (63-05-8) + Androsta-1,4-diene-3,17-dione (897-06-3) + (20S)-20-hydroxymethylpregn-4-en-3-one (40736-33-2) + methyl (20S)-3-oxo-22,23-dinorchol-4-ene-24-carboxylate (63088-24-4)

Guidance literature:

With sodium hydroxide; In water; at 30 ℃; for 168h; pH=7.5; Microbiological reaction;

DOI:10.1016/j.steroids.2018.02.001

Reference yield:

cholesterol (57-88-5) → Androstenedione (63-05-8) + Androsta-1,4-diene-3,17-dione (897-06-3) + (20S)-20-hydroxymethylpregn-4-en-3-one (40736-33-2) + methyl (20S)-3-oxo-22,23-dinorchol-4-ene-24-carboxylate (63088-24-4)

Guidance literature:

With sodium hydroxide; In water; at 30 ℃; for 168h; pH=7.5; Microbiological reaction;

DOI:10.1016/j.steroids.2018.02.001

upstream raw materials:

cholesterol

β-sitosterol

Ergosterol

Campesterol

Downstream raw materials:

(20S)-20-[((triisopropylsilyl)oxy)methyl]-pregna-4-en-3-one

(5α,7α,24R)-7,24-dihydroxy-3-ketocholestane

(20S)-21-hydroxy-20-methylpregn-4-en-3-one benzoate

ursodeoxycholic acid